50 Best Vacation Rentals in Saint James Parish - Holiday Lettings - Cabins

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648 properties
Wiltshire
17 properties

Saint James Parish

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679 Vacation rentals

(6) Very Good 

11

St James, Montego Bay Vacation condo rental

Montego Bay / St James, Montego Bay

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
WELL APPOINTED LUXURY 1BEDROOM APARTMENT ON JAMAICA'S GOLD COAST, ROSE HALL IS WITHIN 5 MINUTES FROM MONTEGO BAY AIRPORT. AMENITES INCL GRANITE COUNTER TOPS IN KITCHEN & BATHROOMS, BREATHTAKING VIEW FROM BALCONIES OF THE CARIBBEAN SEA/POOL AREA, OTHER ON PROPERTY AMENIT …see more

from $160 / night

$1120 / week

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from $160 / night

(4) Very Good 

21

Vacation villa in Ironshore

Montego Bay / Ironshore

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical g …see more

from $729 / night

$5096 - $6664 / week

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from $729 / night

(3) Excellent 

15

Vacation apartment rental

Montego Bay / St James, Montego Bay

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Apartment comprises 2 double bedrooms both with double beds and one bedroom has a single additional bed. Lounge/dinning room comprise sofa and a double sofa bed. TV with dinning table and chairs. Now also with WiFi. The kitchen is fully working with cooker, fridge and M …see more

from $65 / night

$355 - $523 / week

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Responds fast!
avg. 1 hour 17 minutes

from $65 / night

31

Vacation villa in Montego Bay

Saint James Parish / Montego Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Private garden
Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturo …see more

from $323 / night

$2193 / week

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Responds fast!
avg. 2 hours 28 minutes

from $323 / night

(5) Excellent 

16

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Bright two bed room Villa located in Rose Hall Montego Bay. beach, bars, and restaurants, all within 10 minutes drive to the beach The Space Ocean view Condo' Great 2 bedroom Villa in Montego Bay, centrally located Rose Hall opposite the H …see more

from $65 / night

$516 - $787 / week

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from $65 / night

(4) Excellent 

12

Vacation villa with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Surround yourself with timeless elegance. Mahogany House is surrounded by lush, green, tropical gardens and unbeatable breathtaking views. Features overly spacious bedrooms that open out to balcony, pool deck and living areas. Relax and soak up the sun by the pool with …see more

from $271 / night

$1897 / week

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Responds fast!
avg. 1 hour 26 minutes

from $271 / night

4

St James, Montego Bay Vacation home rental

Montego Bay / St James, Montego Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
We are a family living close to the airport and a big shopping plaza (a type of mall). We will treat you as another member of our family. We know it's nice to have a family when you're traveling and we want to treat our guest as such. We do offer picked up services for …see more

from $300 / night

$2020 / week

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from $300 / night

(2) Excellent 

29

Villa rental in Montego Bay with swimming pool, golf nearby

Saint James Parish / Montego Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Calypso Shores, a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. Calypso Shores, located in a stunning California-style residential neighbourhood named Lagoons, is possibl …see more

from $855 / night

$5985 - $13500 / week

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from $855 / night

14

Vacation condo with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Marriott SeaCastles Penthouse is a modern luxury condo overlooking the ocean. The property is peaceful and perfect for a relaxing vacation away from all the hustle and bustle found on many tourist resorts in the area. Our guests have the option of enjoying quiet relax …see more

from $179 / night

$1190 / week

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from $179 / night

7

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
This property is a two bedroom cozy house, home away from home that is tastefully decorated. It is situated in a scenic community of Rosehall, Montego Bay. This beautiful home has seaview scenery, and is just 20 minutes from the airport. This house is a open plan wit …see more

from $71 / night

$497 / week

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Responds fast!
avg. 42 minutes

from $71 / night

(3) Excellent 

24

Vacation villa rental

Saint James Parish / Montego Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios. Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately …see more

from $934 / night

$6535 - $10035 / week

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from $934 / night

14

Vacation apartment rental

Saint James Parish / Montego Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
Modern, simple, fully equipped newly built studio. This centrally located studio is minutes from the beach, restaurants, recreation activities and nightlife. Visit the gardens, caves, luminous lagoons, go snorkeling, catamaran sailing and scuba diving. Water falls, h …see more

from $69 / night

$483 / week

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from $69 / night

21

Vacation villa rental

Saint James Parish / Montego Bay

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
From the moment you enter through the gates of Cazwin Villas; your true Jamaican experience will commence. Each room is decorated to a high standard with its own private bathroom. Our roof top lounge area is one of our best features. The breakfast is prepared with love …see more

from $484 / night

$3387 / week

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from $484 / night

(6) Very Good 

17

Home rental in St James, Montego Bay with golf nearby

Montego Bay / St James, Montego Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
Tthis is a 2 bedroom fully furnished house, most of our furniture has been imported with influence from the UK. At our home in Montego Bay, there is a good size kitchen/dining area and a bathroom. We live in a small community which is local to shops. Montego Bay is …see more

from $59 / night

$407 / week

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from $59 / night

27

Vacation villa rental

Montego Bay / St James, Montego Bay

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Allamanda Villa Jamaica, a beautiful new 8000 square foot contemporary 5 bedroom villa located on a hill side close to Roundhill on the east side of Montego Bay. Allamanda comes with one of the best chefs on the island and has stunning views of the ocean and …see more

from $1286 / night

$9000 - $22050 / week

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from $1286 / night

24

Villa rental in Montego Bay with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area. Villa Sunrise was very recently renovated yet it has retained the original style of classy Round Hill. This pretty …see more

from $1734 / night

$12138 - $15897 / week

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from $1734 / night

(1) Very Good 

15

St James, Montego Bay Vacation apartment rental

Montego Bay / St James, Montego Bay

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Are you planning a trip to Montego Bay Jamaica to just chill,to attend family business may it be wedding, funeral or family reunion where affordable accommodation and space is essential or are you contractor looking for cheap accommodation. either way we can help you wi …see more

from $117 / night

$774 - $4515 / week

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from $117 / night

(3) Excellent 

45

Villa rental in Montego Bay with swimming pool, golf nearby

Saint James Parish / Montego Bay

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Sunset on the Beach, a charming 5 bedroom(beach house + cottage) private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. Sunset on the Beach underwent a significant upgrade during the summer of 2016 (reopening in November 20 …see more

from $1949 / night

$13641 - $28000 / week

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from $1949 / night

25

Vacation villa in Rose Hall

Montego Bay / Rose Hall

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Private garden
Discover this light-filled haven of tranquility, nestled in the hills above Half Moon Bay - while easily accessible to bustling Montego Bay, Jamaica. 7,700 square feet on just over 2 landscaped acres in a gated community. Fully staffed by chef, butler, housekeeper, la …see more

from $1700 / night

$11900 - $14200 / week

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from $1700 / night

(2) Excellent 

18

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
This detached property is located in the upmarket and picturesque ‘Rose Hall’, just 20 minutes drive outside of Montego Bay. Situated in a large and safe housing scheme, it is quiet and secluded and gives you a home away from home feel. The house boasts sea views and m …see more

from $103 / night

$721 / week

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from $103 / night

13

Vacation home in Montego Bay

Saint James Parish / Montego Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Mango Walk Country Club situated in the city of Montego Bay, Jamaica, features outstanding, rustic-styled townhomes in an elevated position directly overlooking the Bay and Caribbean Sea. Amenities includes a gated community, 24-hour on-property security, clubhouse, sw …see more

from $161 / night

$1127 / week

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from $161 / night

(3) Very Good 

24

Vacation apartment in Montego Bay

Saint James Parish / Montego Bay

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Montego Bay Vocational Home. Available for short term, this large villa comprises of 1, 2 & 3 bedroom self contained apartments for a minimum of 3 nights stay. Please bear in mind that the price displayed is an example of a rate based upon 4 guests sharing. Please ensur …see more

from $386 / night

$2708 - $5418 / week

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from $386 / night

5

Vacation home in Saint James Parish

Jamaica / Saint James Parish

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
spacious clean warm quiet comfortable clean sheets spreds clean bathroom kitchen bar restaurants clubs off campus entertainment safety is a must 24 hour security safe parking can accommodate kids no pets we all ways give our customers a very joyfull experience double ca …see more

from $129 / night

$839 / week

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from $129 / night

10

Montego Bay Vacation villa rental

Saint James Parish / Montego Bay

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
This beautiful oceanfront house is 8 minutes away from the airport in Montego Bay and offers a fantastic view of the sea. Just a few steps then you are at the private beach. Very suitable for children as the sea at the edge is flat. Good opportunities for snorkelling an …see more

from $293 / night

$2051 / week

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from $293 / night

10

Vacation villa rental

Saint James Parish / Montego Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
This beautiful oceanfront house is 8 minutes away from the airport in Montego Bay and offers a fantastic view of the sea. Just a few steps then you are at the private beach. Very suitable for children as the sea at the edge is flat. Good opportunities for snorkelling an …see more

from $231 / night

$1617 / week

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from $231 / night

45

Vacation apartment accommodation

Saint James Parish / Wiltshire

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Ask about children
  • Air conditioning
  • Private garden
LUXURY GATED 1-bed Apartment set in private mews on the beautiful island of Jamaica.. Located on the border of St James and Trelawny only 5 mns walk from the beach, local amenities and relaxing mountain views. Suit couple or small family wanting to experience Jamaica a …see more

from $100 / night

$700 / week

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from $100 / night

(2) Excellent 

23

Vacation villa in Rose Hall

Montego Bay / Rose Hall

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
You’ll see at once how Greatview got its name. An easy 10-minute drive from Montego Bay’s international airport, you'll find this oasis of beautiful gardens with spectacular ocean and mountain views. Both secluded and handy to golf, sailing, beach, horseback riding and …see more

from $2086 / night

$14601 - $16900 / week

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from $2086 / night

12

Montego Bay Vacation apartment rental

Saint James Parish / Montego Bay

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
Montego Bay Club Resort is a condominium complex built in the 1970's directly across from Doctor Cave's Beach. The building is old and a monument on the HipStrip ( tourist area of Montego Bay) This apartment in on the Penthouse floor overlooking the action of the stre …see more

from $129 / night

$903 / week

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from $129 / night

22

Vacation villa in Rose Hall

Montego Bay / Rose Hall

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The guiding hand of Greatview’s creator and the commitment of its staff are evident in the upscale décor and careful attention to detail. Each of the 5 large bed-and-bath combination suites in the main house has its signature motif and character. Living areas have been …see more

from $3572 / night

$25000 - $30000 / week

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from $3572 / night

8

Vacation apartment in St James, Montego Bay

Montego Bay / St James, Montego Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
This add is for a single room in a Two Bedroom Apartment. You will be sharing the apartment with another guest in the second bedroom. The appartment comprises. Lounge/dinning room with dinning table and chairs. We now also have WiFi. The kitchen is fully working with c …see more

from $65 / night

$284 / week

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Responds fast!
avg. 1 hour 17 minutes

from $65 / night

19

Vacation apartment in Montego Bay

Saint James Parish / Montego Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
Beautifully furnished studio across the street from Doctor's Cave Beach. Breath taking sunset and sunrise. This cozy studio is located in Montego Bay Club Resort; built in the 1970s includes pool, restaurant, super market, bar, tennis court and free parking. This stud …see more

from $97 / night

$679 / week

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from $97 / night

37

Home rental in Montego Bay

Saint James Parish / Montego Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
My inviting, modern accommodations are located in a luxurious, quiet neighborhood in Montego Bay with a short drive for all that this vacation paradise has to offer including the beach, shopping, tourist attractions, restaurants and various nightlife adventures. Come st …see more

from $127 / night

$796 / week

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from $127 / night

(1) Excellent 

36

St James, Montego Bay Vacation villa rental

Montego Bay / St James, Montego Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Hello, I'm Mel. Thank you for your interest in Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety come first. It also has to be cost friendly….within your budget. With that in mind let's talk about what …see more

from $220 / night

$1500 / week

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Responds fast!
avg. 1 hour 54 minutes

from $220 / night

(3) Very Good 

Certificate of Excellence

45

Rose Hall Vacation home rental

Montego Bay / Rose Hall

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Going to Jamaica looking for a home away from home accommodation this 2 bed self contained is the prefect property it let you unwind. Located in Rose Hall Montego Bay opposite the Hilton Hotel. Restaurants, beaches all 10 minutes drive to the beach. Sangster Airport is …see more

Certificate of Excellence

from $78 / night

$478 / week

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Responds fast!
avg. 2 hours 34 minutes

from $78 / night

16

Vacation home in Hopewell

Montego Bay / Hopewell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Wonderful 2 bedroom suite - spacious living room, dining room and bedroom for luxury living! Amenities of the club at your door step! Charles-Earl Great House Suite is a charming 2-bedroom villa at Tryall Club. Tryall Club's historic Georgian Great House is the site for …see more

from $428 / night

$3000 - $9900 / week

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from $428 / night

(20) Very Good 

16

Vacation apartment with shared pool in Montego Bay

Saint James Parish / Montego Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
A lovely studio apartment in small block within the grounds of the El Greco resort. A stones throw from the beautiful Doctor’s Cave beach which is just across the bridge and down the stairs. Just up from the vibrant Hip Strip with it’s many bars and restaurants, this ap …see more

from $80 / night

$500 / week

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from $80 / night

(7) Very Good 

25

Villa rental in Montego Bay with shared pool

Saint James Parish / Montego Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Mango Walk Country club is a prestigious safe and secure neighborhood Mango Walk Country Club situated in the city of Montego Bay, Jamaica featuring outstanding, townhomes in an elevated position directly overlooking the Bay and Caribbean Sea, with spectacular views …see more

from $95 / night

$650 - $1210 / week

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from $95 / night

(17) Excellent 

27

Montego Bay Vacation apartment rental

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.03 mi
  • Swimming pool
Situated on direct waterfront in Montego Bay in upscale Freeport. Unwind in paradise in this remodeled spacious waterfront 2 bedroom/2 bath apartment in a gated resort style complex with 24 hour security, large saline pool, kids wading pool, swing set, lovely tropical …see more

from $159 / night

$1113 / week

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Responds fast!
avg. 1 hour 23 minutes

from $159 / night

12

Vacation villa in Hopewell

Montego Bay / Hopewell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable d …see more

from $642 / night

$4500 - $11051 / week

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from $642 / night

34

Vacation home in Ironshore

Montego Bay / Ironshore

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant liv …see more

from $1328 / night

$9300 - $19700 / week

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from $1328 / night